Outbound Account Executive

We are seeking a driven and results-oriented Outbound Account Executive (OAE) to join our sales team. Reporting to the VP of Sales, this is a full-cycle, net-new role responsible for independently prospecting, selling, and closing InsCipher’s products and services. The OAE owns the entire sales process—from initial outreach through close—and plays a critical role in driving new customer acquisition. Successful candidates can clearly articulate InsCipher’s subscription-based, software-enhanced services and are comfortable building and managing their own pipeline. This role blends company-sourced leads with independent outbound strategies, requiring strong prospecting skills, disciplined follow-up, and confident deal execution. With aggressive growth goals ahead, ambition, focus, creativity, and hustle are essential for success.

Key Responsibilities

Consistently generate and close new business to exceed individual and company revenue targets Independently prospect into new accounts using outbound email, phone, social selling, and research-driven strategies Follow up promptly and professionally on inbound leads generated by Marketing, advancing them through the sales funnel Own the full sales cycle from first contact through discovery, demo, negotiation, and close Deliver clear, compelling sales presentations and product demos to business owners and department leaders Confidently answer detailed questions about InsCipher’s offerings and clearly communicate customer value and ROI Build consultative, trust-based relationships by understanding each prospect’s business challenges and tailoring solutions accordingly Collaborate with Marketing on outbound campaigns to drive demand and improve funnel performance Research and qualify prospects using trade publications, industry resources, and social platforms Prepare sales service agreements and pricing proposals in collaboration with the VP of Sales and Legal Maintain accurate pipeline, forecasting, and activity records in the CRM Participate actively in weekly sales meetings to review goals, pipeline health, and performance Travel to customer sites and industry events as needed (anticipated up to ~20%) Required to perform other duties as requested, directed, or assigned Performance Expectations Year 1 new business target: $500K in closed-won revenue Success is driven by consistent outbound activity, disciplined pipeline management, strong discovery, and effective closing execution Requirements and Qualifications Bachelor’s degree in Business, Marketing, Communications, or a related field, or equivalent professional experience 2–5 years of experience in consultative B2B sales 2+ years of Surplus Lines / Non-Admitted Insurance experience preferred SaaS or InsurTech sales experience preferred but not required Strong research skills with the ability to understand a prospect’s business and speak at their level Exceptional verbal and written communication skills, with the ability to clearly articulate InsCipher’s value proposition Consultative selling mindset—able to listen actively, ask strong questions, and guide productive conversations Comfortable working autonomously, taking initiative, and learning the business quickly after onboarding Coachable and receptive to feedback, with a growth-oriented mindset Experience using CRM tools; HubSpot experience is a plus

Perks

Health, dental, and vision plans Amazing work-life balance with 4 weeks of Paid Time Off 10 Paid Company Holidays with 2 floating holidays 401K Programs with employer match Personal assistance programs for support in a healthy personal and work life Why InsCipher? At InsCipher, you'll join a team of disruptors, innovators, and forward-thinkers. We're not just changing the game; we're creating a new one. We offer a dynamic, inclusive work environment where your ideas are valued, and your contributions lead to real change. With us, you'll have the opportunity to: Work on cutting-edge projects that are reshaping an industry Collaborate with a team of passionate, like-minded professionals Enjoy a culture that values flexibility, innovation, and personal growth

Compensation

Range: $100k/yr + Bonus and Commission We are proud to be an equal-opportunity employer. We are committed to providing equal opportunities to all qualified applicants, regardless of race, color, religion, sex, national origin, disability, or any other legally protected characteristics. If you need accommodation, please let us know during the interview process. Apply To This Job